42 Upcoming Races Near Middletown, MD - Matching: Trail Races

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4.95K Fun Run & Ribbon Cutting

McLean, VA

Saturday, June 27th, 2026

Trail

View details for race 4.95K Fun Run & Ribbon Cutting

Blue Crab Bolt Trail Run - Seneca Creek

Gaithersburg, MD

Saturday, June 27th, 2026

Trail

View details for race Blue Crab Bolt Trail Run - Seneca Creek

Celebrate America 5K

Vienna, VA

Saturday, June 27th, 2026

Trail

View details for race Celebrate America 5K

MCRRC Cross Country on the Farm Trail 5K

Derwood, MD

Sunday, June 28th, 2026

Trail

View details for race MCRRC Cross Country on the Farm Trail 5K

YMCA Firecracker 5K

Seven Valleys, PA

Friday, July 3rd, 2026

Trail

View details for race YMCA Firecracker 5K

Fourth of July 5K Fun Run

Great Falls, VA

Saturday, July 4th, 2026

Trail

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FSRC Independence 5000

Frederick, MD

Saturday, July 4th, 2026

Trail

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2026 PVTC Go Fourth 8K

Arlington, VA

Saturday, July 4th, 2026

Trail

View details for race 2026 PVTC Go Fourth 8K

Great Appalachian Valley Race: Half Marathon, 1...

Shippensburg, PA

Saturday, July 18th, 2026

Half

10K

Trail

Fast

View details for race Great Appalachian Valley Race: Half Marathon, 10K and 5K

Bluemont 5K

Arlington, VA

Wednesday, July 22nd, 2026

Trail

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Blue Crab Bolt Trail Run - Schaeffer Farms

Germantown, MD

Saturday, July 25th, 2026

Trail

Fast

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SHENANDOAH VALLEY RUNNERS Presents SPEAR TRAIL ...

Stephens City, VA

Saturday, July 25th, 2026

10K

Ultra

Trail

View details for race SHENANDOAH VALLEY RUNNERS Presents SPEAR TRAIL SERIES

Tommy Laudani Delone Dash 5K/3K Trail Run

Hanover, PA

Saturday, August 1st, 2026

Trail

View details for race Tommy Laudani Delone Dash 5K/3K Trail Run

Blue Crab Bolt Trail Run - Little Bennett

Clarksburg, MD

Saturday, August 1st, 2026

10K

Trail

View details for race Blue Crab Bolt Trail Run - Little Bennett

MCRRC Groovin' Woodstock Trail 7K

Dickerson, MD

Sunday, August 16th, 2026

Trail

View details for race MCRRC Groovin' Woodstock Trail 7K

DLS 5k & 1-Mile for Lewy Body Dementia

Arlington, VA

Saturday, August 22nd, 2026

Trail

View details for race DLS 5k & 1-Mile for Lewy Body Dementia

The Great Twilight Deadman's Hill 2 Mile Run

Brunswick, MD

Saturday, August 22nd, 2026

Trail

Fast

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Tom LaMonica Memorial 5K Trail Run

Parkton, MD

Saturday, August 22nd, 2026

1 Mile

Trail

View details for race Tom LaMonica Memorial 5K Trail Run

2026 NOVA Running Club 5K

Arlington, VA

Tuesday, August 25th, 2026

Trail

Fast

View details for race 2026 NOVA Running Club 5K

23rd Annual Ellicott City Labor Day 10K & 5K

Ellicott City, MD

Saturday, September 5th, 2026

10K

Trail

View details for race 23rd Annual Ellicott City Labor Day 10K & 5K

Othello Park Labor Day 1K/5k

Knoxville, MD

Monday, September 7th, 2026

Trail

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MCRRC Lake Needwood Trail 10K

Derwood, MD

Saturday, September 12th, 2026

10K

Trail

View details for race MCRRC Lake Needwood Trail 10K

Sasquatch Preservation Trail Run 5 & 10 K

Seven Valleys, PA

Saturday, September 12th, 2026

10K

Trail

View details for race Sasquatch Preservation Trail Run 5 & 10 K

The Final Countdown - Tribute

Martinsburg, WV

Saturday, September 19th, 2026

Trail

Fast

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Kilometers & Kegs for Cool's Legacy

Thurmont, MD

Saturday, September 19th, 2026

Trail

View details for race Kilometers & Kegs for Cool's Legacy

Runnin' with the Dogs 5K

Martinsburg, WV

Saturday, September 26th, 2026

Trail

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River's Edge Endurance Challenge

Brunswick, MD

Saturday, September 26th, 2026

Trail

View details for race River's Edge Endurance Challenge

Trails 4 Miles

Stephens City, VA

Saturday, September 26th, 2026

1 Mile

Trail

View details for race Trails 4 Miles

Charm City Run 20-Miler

Freeland, MD

Sunday, September 27th, 2026

Ultra

Trail

View details for race Charm City Run 20-Miler

Oatlands 5K - Miles for Mammograms

Leesburg, VA

Saturday, October 3rd, 2026

Trail

View details for race Oatlands 5K - Miles for Mammograms

Run Like Michael

Darnestown, MD

Sunday, October 11th, 2026

1 Mile

Trail

View details for race Run Like Michael

Rick O'Donnell Memorial 5 Mile Trail Run and Ul...

Mount Airy, MD

Sunday, October 11th, 2026

Trail

View details for race Rick O'Donnell Memorial 5 Mile Trail Run and Ultra Challenge

Buzz Sawyer Western Maryland Marathon/Half Mara...

Hancock, MD

Sunday, October 18th, 2026

Marathon

Half

10K

Trail

View details for race Buzz Sawyer Western Maryland Marathon/Half Marathon/10k

Fall Backyard Burn Trail Run - Lake Fairfax

Reston, VA

Sunday, October 18th, 2026

1 Mile

10 Miles

Trail

View details for race Fall Backyard Burn Trail Run - Lake Fairfax

MCRRC Stone Mill 50 Mile Run

Montgomery Village, MD

Saturday, November 7th, 2026

Ultra

Trail

View details for race MCRRC Stone Mill 50 Mile Run

Schaeffer Half Marathon, 10K, 5K Trail Run

Germantown, MD

Saturday, November 7th, 2026

10K

Half

Trail

View details for race Schaeffer Half Marathon, 10K, 5K Trail Run

Berryville Turkey Trot 5K & 1 Mile Kids Fun Run

Berryville, VA

Saturday, November 14th, 2026

1 Mile

Trail

View details for race Berryville Turkey Trot 5K & 1 Mile Kids Fun Run

Fall Backyard Burn Trail Run - Hemlock Overlook

Clifton, VA

Sunday, November 15th, 2026

Trail

View details for race Fall Backyard Burn Trail Run - Hemlock Overlook

Fall Backyard Burn Trail Run - Riverbend

Great Falls, VA

Sunday, November 22nd, 2026

10 Miles

Trail

View details for race Fall Backyard Burn Trail Run - Riverbend

NCR Marathon & Half Marathon

Sparks Glencoe, MD

Saturday, November 28th, 2026

Marathon

Half

Trail

View details for race NCR Marathon & Half Marathon

OLD TOWN RUN CLUB JINGLE BELL 5K & KIDS 1 MILER...

Alexandria, VA

Sunday, December 6th, 2026

Trail

View details for race OLD TOWN RUN CLUB JINGLE BELL 5K & KIDS 1 MILER RUN/WALK

Fall Backyard Burn Trail Run - Fountainhead

Fairfax Station, VA

Sunday, December 6th, 2026

Trail

View details for race Fall Backyard Burn Trail Run - Fountainhead

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